Open in another window Truncated relationships are near 90,30 indicating that 1-H of 8 should appear being a singlet. SE of three tests. * 0.05 vs TGF-1-activated mProx24 cells: arelative upsurge in gene expression (1.0 may be the aftereffect of 5 ng/mL TGF-1), bat the focus of 4b in M indicated in Slc4a1 column 1. Molecular Docking Research The truncated C2-substituted thio-ribose substance 2 (A2A0.2, MeOH); 1H NMR (CDCl3) 0.95C1.01 (m, 2 H), 1.26 (s, 3 H), Gossypol 1.55 (s, 3 H), 1.63C1.68 (m, 1 H), 2.12C2.18 (m, 1 H), 4.65C4.68 (m, 1 H), 5.03 (s, 1 H), 5.35C5.38 (m, 1 H), 8.12 (s, 1 H); 13C NMR (CDCl3) 9.4, 24.4, 25.6, 26.1, 26.5, 61.5, 81.6, 89.1, 112.8, 116.9, 132.1, 143.9, 150.9, 152.1. Anal. (C14H14ClIN4O2) C, H, N. 6-Chloro-2-(hex-1-ynyl)-9-((3a0.2, MeOH). 1H NMR (CDCl3, 400 MHz) Gossypol : 0.94C1.03 (m, 5 H), 1.25 (s, 3 H), 1.47C1.54 (m, 2 H), 1.55 (s, 3 H), 1.63C1.70 (m, 3 H), 2.12C2.17 (m, 1 H), 2.48C2.51 (t, 2 H, = 7.2 Hz), 4.63C4.65 (d, 1 H, = 5.1 Hz), 5.13 (s, 1 H), 5.35C5.38 (t, 1 H, = 6.00 Hz), 8.13 (s, 1 H). 13C NMR (CDCl3, 100 MHz) : 9.3, 13.7, 19.2, 22.3, 24.4, 25.3, 26.0, 26.5, 30.2, 60.7, 79.7, 81.4, 89.1, 90.9, 112.6, 130.8, 144.2, 146.3, 151.1, 151.3. Anal. (C20H23ClIN4O2) C, H, N. (10.2, MeOH). 1H NMR (CDCl3, 400 MHz) : 0.84C0.87 (m, 1 H), 0.94C0.97 (t, 3 H, = 7.2 Hz), 1.29C1.32 (m, 1 H), 1.47C1.53 (m, 2 H), 1.62C1.70 (m, 3 H), 2.10C2.14 (m, 1 H), 2.47C2.51 (t, 2 H, = 7.2 Hz), 4.05C4.06 (d, 1 H, = 6.0 Hz), 4.86C4.89 (t, 1 H, = 6.0 Hz), 5.04 (s, 1 H), 8.20 (s, 1 H). 13C NMR (CDCl3, 100 MHz) : 7.8, 14.1, 19.6, 19.9, 22.7, 24.6, 30.6, 63.4, 72.3, 77.1, 79.9, 91.8, 131.3, 144.4, 146.5, 151.6, 151.7. Anal. (C17H19ClN4O2) C, H, N. (11.75, MeOH). 1H NMR (Compact disc3OD, 400 MHz) : 0.76C0.78 (m, 1 H), 0.96C1.00 (t, 3 H, = 7.2 Hz), 1.34C1.37 (m, 1 H), 1.50C1.70 (m, 5 H), 1.98C2.01 (m, 1 H), 2.45C2.48 (t, 2 H, = 7.2 Hz), 3.86C3.88 (d, 1 H, = 6.8 Hz), 4.66C4.69 (t, 1 H, = 5.6 Hz), 4.83 (s, 1 H), 8.24 (s, 1 H). 13C NMR (Compact disc3OD) : 8.2, 14.1, 19.6, 19.7, 23.2, 24.7, 31.6, 64.0, 73.0, 77.4, 81.3, 88.6, 120.3, 141.4, 147.9, 157.2, 167.2. Anal. (C17H21N5O2) C, H, N. General Process of the formation of 4bC4i To a remedy of 10 (1 equiv) in EtOH (10 mL) had been added Et3N (3 equiv) and the correct amine (1.5 equiv) at room temperature, as well as the Gossypol mixture was stirred at 90 C for 18 h within a steel bomb. The response blend Gossypol was evaporated as well as the residue was purified by display silica gel column chromatography (CH2Cl2/MeOH = 12:1) to provide 4bC4i. (10.2, MeOH). 1H NMR (Compact disc3OD, 400 MHz) : 0.73C0.79 (m, 1 H), 0.96C1.00 (t, 3 H, = 7.2 Hz), 1.34C1.38 (m, 1 H), 1.49C1.71 (m, 5 H), 1.95C2.01 (m, 1 H), 2.45C2.49 (t, 2 H, = 7.2 Hz), 3.11 (brs, 3 H), 3.84C3.86 (d, 1 H, = 6.8 Hz), 4.64C4.67 (t, 1 H, = 5.6 Hz), 4.82 (s, 1 H), 8.16 (s, 1 H). 13C NMR (Compact disc3OD, 100 MHz) : 7.9, 13.9, 19.6, 19.6, 23.2, 24.6, 27.8, 31.6, 63.8, 73.0, 77.2, 81.6, 87.9, 120.2, 140.3, 148.1, 149.4, 156.6. Anal. (C18H23N5O2) C, H, N. (10.2, MeOH); 1H NMR (Compact disc3OD, 400 MHz) : 0.74C0.77 (m, 1 H), 0.96C1.00 (t, 3 H, = 7.2 Hz), 1.27C1.31 (t, 3 H, = 7.2 Hz), 1.34C1.37 (m, 1 H), 1.50C1.70 (m, 5 H), 1.96C2.00 (m, 1 H), 2.45C2.50 (t, 2 H, = 7.2 Hz), 3.62 (brs, 2 H), 3.84C3.85 (d, 1 H, = 6.8 Hz), 4.64C4.67 (t, 1 H, = 5.6 Hz), 4.81 (s, 1 H), 8.16 (s, 1 H). 13C NMR (Compact disc3OD, 100 MHz) Gossypol : 7.9, 14.0, 15.1, 19.5, 19.2, 23.2, 24.6, 31.6, 36.6, 63.8, 73.1, 77.1, 81.6, 87.9, 119.9, 140.3, 148.1, 149.5, 155.9. Anal. (C19H25N5O2) C, H, N. (10.2, MeOH). 1H NMR (Compact disc3OD, 400 MHz) : 0.61C0.65 (m, 2 H), 0.73C0.79 (m, 1 H), 0.86C0.91 (m, 2.